Trihydroxy-methyl-anthraquinone

A modifier Step 1 procedure was used to dimerize 1,3,8-trihydroxy-3-methyl-anthraquinone, (IV), as illustrated in Eq. 2 and described by the author. 

Dinitroaloeemodine, C H,N,0,—not found in Beil or CA through 1956 Trinitroaloeemodine, C,jH,NjO,—not found in Beil or CA through I956 Tetranitroaloeemodine or 1,3,6,8-Tetronitro-4,5,2 -trihydroxy-2-methyl-anthraquinone (Called in Beil 1.3.6.8-Tetranitro-4.5,2 -trioxy-2-methyl-anthrachinon or Tetranitro-aloeemodin), qq... 

CAS 518-82-1 EINECS/ELINCS 208-258-8 Synonyms 9,10-Anthracenedione, 1,3,8-trihydroxy-6-methyl- Anthraquinone, 1,3,8-trihydroxy-6-methyl- Cl 75440 Cl natural yellow 14 Emodol... 

Emodin (= Archin Frangula emodin Frangulic acid Rheum emodin 1,3,8-Trihydroxy-6-methyl-9,1 Clan thracenedione) (anthraquinone)... 

Emodin (l,6,8-trihydroxy-3-methylanthraquinone), the active principle of Polygonum cuspidatum (Polygonaceae), was reported to be an inhibitor of the p56 -PTK activity from bovine thymus, with an IC50 of 18.5 pM. When the hydroxyl functions at C-6 or C-8 were blocked by methylation or glycosylation, respectively, the effect disappeared. The inhibition was competitive with respect to ATP and non competitive with respect to the substrate [64]. In a bioassay-guided separation of the anthraquinones found in rhizomes of another Polygonaceae species, rhubarb Rheum... 

See Sodium 2-anthraquinone sulfonate Anthraquinone, 1,4,5,8-tetramino-. See 1,4,5,8-Tetraaminoanthraquinone Anthraquinone, 1,3,8-trihydroxy-6-methyl-. See Emodin... 

Itokawa et al 74) reported the NMR spectra of some anthraquinones isolated from Rubia species. For one of the compounds a 2-methyl-1,3,6 (or 7)-trihydroxy-9,10-anthraquinone structure was assumed based on various spectral data. Eventually it was stated that the hydroxyl group was in the 6-position rather than in the 7-position because of a 0.6-0.8 ppm upfield shift observed for C-9 if compared with compounds having a 1,3-dihydroxy-2-hydroxymethyl substitution pattern. For a better insight in the validity of using NMR spectrometry for distinguishing 6/7 or 2/3 substitution in anthraquinones bearing several substituents, further NMR studies of such multiply-substituted anthraquinones seem desirable. 

---